Ncm, a Photolabile Group for Preparation of Caged Molecules: Synthesis and Biological Application.

Ncm, 6-nitrocoumarin-7-ylmethyl, is a photolabile protective group useful for making "caged" molecules. Ncm marries the reliable photochemistry of 2-nitrobenzyl systems with the excellent stability and spectroscopic properties of the coumarin chromophore. From simple, commercially availabl...

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Main Authors: Sukumaran Muralidharan, Nathaniel D A Dirda, Elizabeth J Katz, Cha-Min Tang, Sharba Bandyopadhyay, Patrick O Kanold, Joseph P Y Kao
Format: Article
Language:English
Published: Public Library of Science (PLoS) 2016-01-01
Series:PLoS ONE
Online Access:http://europepmc.org/articles/PMC5047466?pdf=render
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spelling doaj-35d0f0ab7f1b4be19104b1e380715f682020-11-25T01:48:04ZengPublic Library of Science (PLoS)PLoS ONE1932-62032016-01-011110e016393710.1371/journal.pone.0163937Ncm, a Photolabile Group for Preparation of Caged Molecules: Synthesis and Biological Application.Sukumaran MuralidharanNathaniel D A DirdaElizabeth J KatzCha-Min TangSharba BandyopadhyayPatrick O KanoldJoseph P Y KaoNcm, 6-nitrocoumarin-7-ylmethyl, is a photolabile protective group useful for making "caged" molecules. Ncm marries the reliable photochemistry of 2-nitrobenzyl systems with the excellent stability and spectroscopic properties of the coumarin chromophore. From simple, commercially available starting materials, preparation of Ncm and its caged derivatives is both quick and easy. Photorelease of Ncm-caged molecules occurs on the microsecond time scale, with quantum efficiencies of 0.05-0.08. We report the synthesis and physical properties of Ncm and its caged derivatives. The utility of Ncm-caged glutamate for neuronal photostimulation is demonstrated in cultured hippocampal neurons and in brain slice preparations.http://europepmc.org/articles/PMC5047466?pdf=render
collection DOAJ
language English
format Article
sources DOAJ
author Sukumaran Muralidharan
Nathaniel D A Dirda
Elizabeth J Katz
Cha-Min Tang
Sharba Bandyopadhyay
Patrick O Kanold
Joseph P Y Kao
spellingShingle Sukumaran Muralidharan
Nathaniel D A Dirda
Elizabeth J Katz
Cha-Min Tang
Sharba Bandyopadhyay
Patrick O Kanold
Joseph P Y Kao
Ncm, a Photolabile Group for Preparation of Caged Molecules: Synthesis and Biological Application.
PLoS ONE
author_facet Sukumaran Muralidharan
Nathaniel D A Dirda
Elizabeth J Katz
Cha-Min Tang
Sharba Bandyopadhyay
Patrick O Kanold
Joseph P Y Kao
author_sort Sukumaran Muralidharan
title Ncm, a Photolabile Group for Preparation of Caged Molecules: Synthesis and Biological Application.
title_short Ncm, a Photolabile Group for Preparation of Caged Molecules: Synthesis and Biological Application.
title_full Ncm, a Photolabile Group for Preparation of Caged Molecules: Synthesis and Biological Application.
title_fullStr Ncm, a Photolabile Group for Preparation of Caged Molecules: Synthesis and Biological Application.
title_full_unstemmed Ncm, a Photolabile Group for Preparation of Caged Molecules: Synthesis and Biological Application.
title_sort ncm, a photolabile group for preparation of caged molecules: synthesis and biological application.
publisher Public Library of Science (PLoS)
series PLoS ONE
issn 1932-6203
publishDate 2016-01-01
description Ncm, 6-nitrocoumarin-7-ylmethyl, is a photolabile protective group useful for making "caged" molecules. Ncm marries the reliable photochemistry of 2-nitrobenzyl systems with the excellent stability and spectroscopic properties of the coumarin chromophore. From simple, commercially available starting materials, preparation of Ncm and its caged derivatives is both quick and easy. Photorelease of Ncm-caged molecules occurs on the microsecond time scale, with quantum efficiencies of 0.05-0.08. We report the synthesis and physical properties of Ncm and its caged derivatives. The utility of Ncm-caged glutamate for neuronal photostimulation is demonstrated in cultured hippocampal neurons and in brain slice preparations.
url http://europepmc.org/articles/PMC5047466?pdf=render
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